Our Guests

Our Guests

Welcome to Island Chill Yacht Charters, 2024!

'To Bring People Together to Create Memories and Strengthen Friendships & Family Connections'


Island Chill Yacht Charters is a specialized boat charter company in that we only cater to a single group of friends or a family - we do not sell generalized 'tickets'. The boats are yours for a private cruise. This makes us particularly adaptable to a broad spectrum of guests. We've over 7-years of experience in cruising to your specific needs - families with young or adolescent kids; multi-generational families; great groups of newly acquainted or years-long friendships; couples just starting out or building their love; corporate clients for meetings or customer/employee rewards. And, we're conveniently located close to Washington D.C. & Baltimore in Edgewater, just 5 miles south of Annapolis - the 'Sailing Capital of America!'

Island Chill Yacht Charters creates the 'Relaxing Excitement of the Islands' on our Chesapeake Bay private sail and powerboat cruises (up to 6-Guests per boat; or up to 12-Guests on our famous 2-Boat Raft-up Parties - Call to book). Come Chill With Us!

We've added Chesapeake Bay Yacht Charters to our portfolio - The 'Relaxing Adventure of the Chesapeake Bay'! We present Specialty and Storyteller cruises - full of historic landmarks, lighthouses, pirates, birds, striped bass, wildlife, ospreys and ecosystems. There's Family and Friends Fishing Charters as well as Full Moon Rising trips. We even offer exciting opportunities to Crew on Therapy on Windy-Day sailboat expeditions too! You'll be an active participant on Storyteller charters - it's like you are Sir David Attenborough and Ken Burns for a day!

Itinerary and Destinations

Irie Vibes charters begin with a brief adventure, (to get your sea legs), to the Glebe Bay wildlife area where we have seen bald eagles and ospreys fishing; foxes, muskrats, beaver and otters; and warblers, wildfowl and cormorants galore. Enjoy views from the bow, if you like! Then it's on to the South River where Therapy is already under sail and on her way to the warm breezes of the Chesapeake Bay. Irie Vibes cruises along South River and its tributaries to ultimately anchor in Harness, Broad or Beards Creek, or Glebe Bay, for swimming, picnicking, fishing and paddle board fun - or just R-E-L-A-X! We'll have other water toys too! Meanwhile, Therapy, focuses on the experience of Chesapeake sailing, right by the famous Thomas Point Lighthouse and Annapolis - the 'Sailing Capital of America'. Sailing does not get any better than this! Summer breezes are warm and we've started seeing pods of dolphins too. If winds are light, we're also happy to take you and Therapy to anchor for Watersport fun as well, depending on your preferences. All evening cruises aboard Irie Vibes and Therapy highlight views of the sunset.

Overall, our charters provide a mix of Relaxing Excitement, connection with Family and Friends, and the creation of lasting memories.

Welcome Aboard!

Cruise Inclusive: Crew, fuel, sodas, water, bluetooth speaker, paddle boards & lily pad.

What to Bring: Drinks, picnic basket, cooler with ice (not heavy, please!), sunscreen and towels!

Capacity: 6 guests per boat; 12 guest on our 2 Boat Raft-up Parties (Call to Book).

Sail-E-Bration Package: Red carpet entrance, balloons, banners and more! (Add at Checkout).

Please Review: Booking/Reschedule/Cancellation/Refund Policy - Safety Policy - Weather Policy - Motion Sickness Policy - Smoking/Lighters Policy - Alcohol/Food Policy - Bathroom/Down-Below Policy - Black-Soled Shoes Policy - FAQs